Struktur-Aktivit�t-Korrelation bei 1,2,4-Triazinonen, einer neuen Gruppe von Photosynthesehemmern [1]

Draber, W.; Dickoré, Karlfried; Büchel, Karl Heinz; Trebst, Achim; Pistorius, Elfriede K.

doi:10.1007/bf00602670

Cited by 34 publications

(5 citation statements)

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“…Herbicide research then provided us with very potent derivatives, among them many that are still used as commercial pesticides. Phenylureas (diuron) in 1956 (Wessels and van der Veen), triazines (atrazine) in 1958 (Exer), biscarbamates (phenmedipham) in 1968 (see Trebst et al 1968) and triazinones (metribuzin and metamitron) in 1967 (see Draber et al 1968;Büchel 1972) are the most prominent herbicides. It was soon recognized that all these compounds have a common basic chemical element, a sp 2 hybrid C-NH, (o-phenanthroline not included in this series).…”

Section: Inhibition Of the Acceptor Side Of Photosystem IImentioning

confidence: 99%

Inhibitors in the functional dissection of the photosynthetic electron transport system

Trebst

2007

Photosynth Res

108

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The significance of inhibitors and artificial electron acceptor and donor systems as experimental tools for studying the photosynthetic system is described by reviewing early classical articles. The historical development in unravelling the role and sequence of electron carriers and energy conserving sites in the electron transport chain is acknowledged. Emphasis is given to inhibitors of the acceptor side of photosystem II and of the plastoquinol oxidation site in the cytochrome b6/f complex. Their role in regulatory processes under redox control is introduced.

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Section: Inhibition Of the Acceptor Side Of Photosystem IImentioning

confidence: 99%

Inhibitors in the functional dissection of the photosynthetic electron transport system

Trebst

2007

Photosynth Res

108

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“…In all cases buffering was sufficient to maintain the pH within 0.1 of 8.0. Recent evidence shows that DCMU inhibition is not dependent on pH 7.0 and 8.0 (Draber et al, 1968). When an individual Hill reaction was run, the appropriate quantity of reaction buffer at room temperature was added to a 3-mL quartz cuvette with a Teflon-coated stir bar.…”

Section: VIImentioning

confidence: 99%

“…= 32 r = 0.852 s = 0.328 1,2,4-triazinones (Draber et al, 1968) p/50 = 0.86 (±0.38) log P + 4.84 (±0.57) anilides of isobutyric acid (Hansch, 1969b), X-C6H4NHCOCH(CH3)2 p/50 = 1.23 (±0.38) log P + 1.74 (±0.99)…”

mentioning

confidence: 99%

Quantitative structure-activity relationships in the inhibition of photosystem II in chloroplasts by phenylureas

Kakkis¹,

Palmire²,

Strong³

et al. 1984

J. Agric. Food Chem.

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“…Numerous other examples of the correlation of chemical structure with activity as inhibitors of photosynthetic electron transport have appeared in the literature. The carbamates (general structure II; Figure I) (23), phenylureas (III) (5,23,36), phenylbiurets (IV) (4), aminopyrazolones (V) (3), 1,2,4-triazinones (VI) (8), s-triazines (VII) (35), and uracils (VIII) (2) have all been subjected to analysis using QSAR methods. In all cases, there is a primary dependency on Iipophilicity, expressed as 1t or log P. Thus, despite the chemically diverse nature of inhibitors of photosynthetic electron transport, QSAR analyses enable some general conclusions to be made concerning the nature of the receptor site.…”

Section: XImentioning

confidence: 99%

Quantifying the Inhibitor-Target Site Interactions of Photosystem II Herbicides

Huppatz

1996

Weed sci.

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A convergence of research effort in a number of scientific disciplines in the early 1980s resulted in a rapid expansion of knowledge of the structure and function of the photosynthetic reaction center in bacteria and higher plants. The structure of the reaction center from photosynthetic bacteria was determined by X-ray analysis. The herbicide binding protein (the D1 protein) was identified by photoaffinity labelling and found to be an integral part of the photosynthetic reaction center complex in higher plants. Studies using herbicide-resistant mutants enabled the location of the herbicide binding niche on D1 to be determined. Quantitative Structure Activity Relationships (QSAR) of families of inhibitors and their effect on photosynthetic electron transport helped elucidate the nature of the interaction between inhibitors and receptor. Binding appeared to be predominantly hydrophobic with hydrogen bonding also having an important role. Studies with a series of highly potent inhibitors, the 2-cyanoacrylates, identified certain steric constraints in the interaction of these molecules with the binding site. The activity of these inhibitors was particularly sensitive to minor structural change and they proved to be useful probes of receptor topography. The results of structure-activity studies of the 2-cyanoacrylates combined with a refined knowledge of the three-dimensional structure of the inhibitor binding site has enabled computer-based molecular modelling of interactions of these inhibitors with the receptor. The spatial arrangement of the inhibitor functional groups within the binding domain was shown to be a critical factor in determining binding affinity.

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Struktur-Aktivit�t-Korrelation bei 1,2,4-Triazinonen, einer neuen Gruppe von Photosynthesehemmern [1]

Cited by 34 publications

References 1 publication

Inhibitors in the functional dissection of the photosynthetic electron transport system

Inhibitors in the functional dissection of the photosynthetic electron transport system

Quantitative structure-activity relationships in the inhibition of photosystem II in chloroplasts by phenylureas

Quantifying the Inhibitor-Target Site Interactions of Photosystem II Herbicides

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